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Dewar Benzene
Dewar benzene (also spelled ''dewarbenzene'') or bicyclo .2.0exa-2,5-diene is a bicyclic isomer of benzene with the molecular formula C6H6. The compound is named after James Dewar who included this structure in a list of possible C6H6 structures in 1869. However, he did not propose it as the structure of benzene, and in fact he supported the correct structure previously proposed by August Kekulé in 1865. Structure and properties Unlike benzene, Dewar benzene is not flat because the carbons where the rings join are bonded to four atoms rather than three. These carbons tend toward tetrahedral geometry, and the two cyclobutene rings make an angle where they are ''cis''- fused to each other. The compound has nevertheless considerable strain energy and reverts to benzene with a chemical half-life of two days. This thermal conversion is relatively slow because it is symmetry forbidden based on orbital symmetry arguments. Synthesis The compound itself was first synthesized in 1962 as ...
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Cyclobutene
Cyclobutene is a cycloalkene. It is of interest in research but currently has no practical applications. It is a colorless easily condensed gas. A modern synthesis involves the 2-step dehydration of cyclobutanol. The compound was first prepared by thermolysis of the ammonium salt 4H7NMe3H. Cyclobutene thermally isomerizes to 1,3-butadiene. This strongly exothermic reaction reflects the dominance of ring strain. In contrast, the corresponding equilibrium for hexafluorocyclobutene disfavors hexafluorobutadiene. See also * Cyclobutane * Cyclobutadiene * Cyclobutyne * Squaric acid Squaric acid, also called quadratic acid because its four carbon atoms approximately form a square, is a diprotic organic acid with the chemical formula C4O2(OH)2. The conjugate base of squaric acid is the hydrogensquarate anion ; and the conjug ... References Monomers {{hydrocarbon-stub ...
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Photolysis
Photodissociation, photolysis, photodecomposition, or photofragmentation is a chemical reaction in which molecules of a chemical compound are broken down by photons. It is defined as the interaction of one or more photons with one target molecule. Photodissociation is not limited to visible light. Any photon with sufficient energy can affect the chemical bonds of a chemical compound. Since a photon energy, photon's energy is inversely proportional to its wavelength, electromagnetic radiations with the energy of visible light or higher, such as ultraviolet light, x-rays, and gamma rays can induce such reactions. Photolysis in photosynthesis Photolysis is part of the light-dependent reactions, light-dependent reaction or light phase or photochemical phase or Hill reaction of photosynthesis. The general reaction of photosynthetic photolysis can be given in terms of photons as: :\ce + 2 \text \longrightarrow \ce The chemical nature of "A" depends on the type of organism. Purple su ...
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Claus' Benzene
Claus' benzene (C6H6) is a hypothetical hydrocarbon and an isomer of benzene. It was proposed by Adolf Karl Ludwig Claus in 1867 as a possible structure for benzene at a time when the structure of benzene was still being debated. The molecule can be described as a hexagon with carbon atoms positioned at the corners, with each carbon connected to its two ''ortho'' carbons (the nearest carbons) and the one ''para'' carbon connected diametrically. High strain energy makes its synthesis impossible. Although it is often referred to alongside Dewar benzene and prismane Prismane or 'Ladenburg benzene' is a polycyclic hydrocarbon with the formula C6H6. It is an isomer of benzene, specifically a valence isomer. Prismane is far less stable than benzene. The carbon (and hydrogen) atoms of the prismane molecule are a ..., it is not possible to synthesise it, while Dewar benzene and prismane can be. References Isomerism Hypothetical chemical compounds {{theoretical-chem-stub ...
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Benzvalene
Benzvalene is an organic compound and one of several isomers of benzene. It was first synthesized in 1971 by Thomas J. Katz et al. The 1971 synthesis consisted of treating cyclopentadiene with methyllithium in dimethyl ether and then with dichloromethane and methyllithium in diethyl ether at −45 °C. It can also be formed in low yield (along with fulvene and Dewar benzene) by irradiation of benzene at 237 to 254 nm. The hydrocarbon in solution was described as having an extremely foul odor. Due to the high steric strain present in benzvalene, the pure compound (~71 kcal/mol higher in energy than benzene) easily detonates, for example by scratching. The compound converts to benzene with a chemical half-life of approximately 10 days. This symmetry-forbidden transition is believed to take place through a diradical intermediate. Polybenzvalene Benzvalene can be polymerized in a Ring opening metathesis polymerisation, ROMP process to polybenzvalene. This polymer contains hig ...
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Prismane
Prismane or 'Ladenburg benzene' is a polycyclic hydrocarbon with the formula C6H6. It is an isomer of benzene, specifically a valence isomer. Prismane is far less stable than benzene. The carbon (and hydrogen) atoms of the prismane molecule are arranged in the shape of a six-atom triangular prism—this compound is the parent and simplest member of the prismanes class of molecules. Albert Ladenburg proposed this structure for the compound now known as benzene. The compound was not synthesized until 1973. History In the mid 19th century, investigators proposed several possible structures for benzene which were consistent with its empirical formula, C6H6, which had been determined by combustion analysis. The first, which was proposed by Kekulé in 1865, later proved to be closest to the true structure of benzene. This structure inspired several others to draw structures that were consistent with benzene's empirical formula; for example, Ladenburg proposed prismane, Dewar pr ...
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Resonance (chemistry)
In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or ''forms'', also variously known as ''resonance structures'' or ''canonical structures'') into a resonance hybrid (or ''hybrid structure'') in valence bond theory. It has particular value for analyzing delocalized electrons where the bonding cannot be expressed by one single Lewis structure. Overview Under the framework of valence bond theory, resonance is an extension of the idea that the bonding in a chemical species can be described by a Lewis structure. For many chemical species, a single Lewis structure, consisting of atoms obeying the octet rule, possibly bearing formal charges, and connected by bonds of positive integer order, is sufficient for describing the chemical bonding and rationalizing experimentally determined molecular properties like bond lengths, angles, and dipole moment. Howev ...
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Valence Bond Theory
In chemistry, valence bond (VB) theory is one of the two basic theories, along with molecular orbital (MO) theory, that were developed to use the methods of quantum mechanics to explain chemical bonding. It focuses on how the atomic orbitals of the dissociated atoms combine to give individual chemical bonds when a molecule is formed. In contrast, molecular orbital theory has orbitals that cover the whole molecule. History Lothar Meyer in his 1864 book, ''Die modernen Theorien der Chemie'', contained an early version of the periodic table containing 28 elements, classified elements into six families by their valence—for the first time, elements had been grouped according to their valence. Works on organizing the elements by atomic weight, until then had been stymied by the widespread use of equivalent weights for the elements, rather than atomic weights. In 1916, G. N. Lewis proposed that a chemical bond forms by the interaction of two shared bonding electrons, with the repr ...
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Friedrich August Kekulé Von Stradonitz
Friedrich may refer to: Names * Friedrich (surname), people with the surname ''Friedrich'' * Friedrich (given name), people with the given name ''Friedrich'' Other * Friedrich (board game), a board game about Frederick the Great and the Seven Years' War * ''Friedrich'' (novel), a novel about anti-semitism written by Hans Peter Richter * Friedrich Air Conditioning, a company manufacturing air conditioning and purifying products *, a German cargo ship in service 1941-45 See also * Friedrichs (other) * Frederick (other) * Nikolaus Friedreich {{disambig ja:フリードリヒ ...
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Proc
Proc may refer to: * Proč, a village in eastern Slovakia * '' Proč?'', a 1987 Czech film * procfs or proc filesystem, a special file system (typically mounted to ) in Unix-like operating systems for accessing process information * Protein C (PROC) * Proc, a term in video game terminology * Procedures or process, in the programming language ALGOL 68 * People's Republic of China, the formal name of China China, officially the People's Republic of China (PRC), is a country in East Asia. It is the world's most populous country, with a population exceeding 1.4 billion, slightly ahead of India. China spans the equivalent of five time zones and ... * the official acronym for the Canadian House of Commons Standing Committee on Procedure and House Affairs {{disambiguation ...
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Historic Benzene Formula Dewar 1869 Proposals (original)
History (derived ) is the systematic study and the documentation of the human activity. The time period of event before the invention of writing systems is considered prehistory. "History" is an umbrella term comprising past events as well as the memory, discovery, collection, organization, presentation, and interpretation of these events. Historians seek knowledge of the past using historical sources such as written documents, oral accounts, art and material artifacts, and ecological markers. History is not complete and still has debatable mysteries. History is also an academic discipline which uses narrative to describe, examine, question, and analyze past events, and investigate their patterns of cause and effect. Historians often debate which narrative best explains an event, as well as the significance of different causes and effects. Historians also debate the nature of history as an end in itself, as well as its usefulness to give perspective on the problems of the p ...
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Dewar Benzene Synthesis
Dewar may refer to: *Clan Dewar *Vacuum flask (also known as a Dewar flask), a vacuum-insulated container used to maintain internal temperature for extended periods ** Cryogenic storage dewar, a specialised vacuum flask for extremely cold fluids *Dewar benzene *John Dewar & Sons, makers of Dewar's blended Scotch whisky * Dewar (caste), a fishing caste from India People *Arthur Dewar, Lord Dewar (1860–1917), Scottish politician and judge. * Arthur Dewar (cricketer) (1934–2020), Scottish cricketer *Donald Dewar (Rt. Hon. Donald Campbell Dewar, 1937–2000), former Scottish politician and the first First Minister of Scotland *Douglas Dewar (1875–1957), British ornithologist and critic of the theory of evolution * Geordie Dewar (1867-1915), Scottish football player * George Dewar (other), various people *Isla Dewar (1946 – 2021), Scottish novelist and screenwriter * Jackie Dewar (1923–2011), Scottish footballer * Jacqueline Dewar, American mathematician * James Dewar ...
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